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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:50:10 UTC

Update Date

2022-03-07 02:55:24 UTC

HMDB ID

HMDB0037584

Secondary Accession Numbers

HMDB37584

Metabolite Identification

Common Name

Narirutin 4'-glucoside

Description

Narirutin 4'-glucoside belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Narirutin 4'-glucoside is found, on average, in the highest concentration within grapefruit/pummelo hybrids (Citrus paradisi X Citrus maxima). Narirutin 4'-glucoside has also been detected, but not quantified in, citrus. This could make narirutin 4'-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Narirutin 4'-glucoside.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Narirutin 4&apos;-O-glucoside
  Mrv1572001071617302D          

 52 57  0  0  0  0            999 V2000
   -0.7145   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.4284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -4.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.7591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.5841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 36 37  2  0  0  0  0
 20 37  1  0  0  0  0
 14 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 11 40  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  7 45  1  0  0  0  0
 45 46  1  0  0  0  0
  4 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
  2 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END

HMDB0037584
     RDKit          3D
Narirutin 4'-glucoside
 94 99  0  0  0  0  0  0  0  0999 V2000
   -7.0530   -3.4265    2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1584   -1.9610    2.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3376   -1.5282    1.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7509   -1.7717    0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9102   -1.0490   -0.4736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -1.8645   -1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -1.0376   -2.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4383   -0.3991   -1.4383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114    0.9437   -1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    1.4239   -0.8188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005    2.0283   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6907    2.2268   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369    2.8556   -2.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9781    3.0705   -4.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3497    3.2832   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683    3.0987   -0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    2.4715   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629    3.5174    0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444    4.0507    0.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0826    2.9846    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0221    1.9983    1.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9751    1.0243    1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9898    1.0099    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784    0.0720    0.5791 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1982   -1.0126    1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2095   -2.1721    0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515   -3.0995    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9793   -4.3196    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1696   -3.9033   -1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5747   -2.6109    0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4939   -3.3116    1.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6790   -1.1462    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6734   -0.3608    0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5484   -0.7817    2.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6696   -1.5254    3.2583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0713    1.9882   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0866    2.9788   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195    4.8199   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    3.9580   -1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    3.7721   -3.0217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    1.7434   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    1.8226   -0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5729    1.1234   -2.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0183    2.0480   -3.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383   -0.0966   -3.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    0.2243   -4.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1436   -1.2469    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1405    0.1299    0.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0997   -1.8830    1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2402   -3.2355    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6097   -1.5575    2.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7523   -0.1626    2.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9719   -3.9803    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5962   -2.5586   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9491   -2.4719   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9301    1.0043   -2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    1.9116   -3.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697    2.7526   -4.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    2.3112    0.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068    4.7155    1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1940    2.0638    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9181    0.2477    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209   -1.0601    2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143   -3.4387    2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9286   -4.6384    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948   -5.1243    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9117   -2.9356   -1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8977   -2.7339   -0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2244   -3.4606    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303   -0.9705    1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2408    0.4283    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6702    0.2991    2.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0210   -1.2790    3.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630    1.9838   -1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014    3.7118   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610    5.6644   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    5.2685   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.7797   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1799    1.2985    0.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4532    0.8609   -1.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3785    2.8043   -3.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -0.6488   -3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547    1.1994   -4.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5142   -1.4399   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9881    0.5444    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0885   -1.3989    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1635   -3.4834    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2111   -2.1025    3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1740    0.1718    3.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 33 76  1  0
 34 77  1  0
 35 78  1  0
 36 79  1  0
 37 80  1  0
 38 81  1  0
 38 82  1  0
 41 83  1  0
 42 84  1  0
 43 85  1  0
 44 86  1  0
 45 87  1  0
 46 88  1  0
 47 89  1  0
 48 90  1  0
 49 91  1  0
 50 92  1  0
 51 93  1  0
 52 94  1  0
M  END

Narirutin 4&apos;-O-glucoside
  Mrv1572001071617302D          

 52 57  0  0  0  0            999 V2000
   -0.7145   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.4284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -4.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.7591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.5841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 36 37  2  0  0  0  0
 20 37  1  0  0  0  0
 14 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 11 40  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  7 45  1  0  0  0  0
 45 46  1  0  0  0  0
  4 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
  2 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037584

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O19/c1-11-22(37)25(40)28(43)31(47-11)46-10-20-24(39)27(42)30(45)33(52-20)49-14-6-15(35)21-16(36)8-17(50-18(21)7-14)12-2-4-13(5-3-12)48-32-29(44)26(41)23(38)19(9-34)51-32/h2-7,11,17,19-20,22-35,37-45H,8-10H2,1H3

> <INCHI_KEY>
KQUWJUNIYQVHCG-UHFFFAOYSA-N

> <FORMULA>
C33H42O19

> <MOLECULAR_WEIGHT>
742.68

> <EXACT_MASS>
742.232029132

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
72.86131540234724

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-2.424953815333332

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.771656554642895

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.638742099616136

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648685994297116

> <JCHEM_POLAR_SURFACE_AREA>
304.21

> <JCHEM_REFRACTIVITY>
166.44820000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037584
     RDKit          3D
Narirutin 4'-glucoside
 94 99  0  0  0  0  0  0  0  0999 V2000
   -7.0530   -3.4265    2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1584   -1.9610    2.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3376   -1.5282    1.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7509   -1.7717    0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9102   -1.0490   -0.4736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -1.8645   -1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -1.0376   -2.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4383   -0.3991   -1.4383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114    0.9437   -1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    1.4239   -0.8188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005    2.0283   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6907    2.2268   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369    2.8556   -2.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9781    3.0705   -4.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3497    3.2832   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683    3.0987   -0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    2.4715   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629    3.5174    0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444    4.0507    0.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0826    2.9846    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0221    1.9983    1.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9751    1.0243    1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9898    1.0099    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784    0.0720    0.5791 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1982   -1.0126    1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2095   -2.1721    0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515   -3.0995    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9793   -4.3196    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1696   -3.9033   -1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5747   -2.6109    0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4939   -3.3116    1.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6790   -1.1462    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6734   -0.3608    0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5484   -0.7817    2.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6696   -1.5254    3.2583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0713    1.9882   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0866    2.9788   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195    4.8199   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    3.9580   -1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    3.7721   -3.0217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    1.7434   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    1.8226   -0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5729    1.1234   -2.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0183    2.0480   -3.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383   -0.0966   -3.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    0.2243   -4.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1436   -1.2469    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1405    0.1299    0.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0997   -1.8830    1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2402   -3.2355    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6097   -1.5575    2.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7523   -0.1626    2.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9719   -3.9803    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1722   -3.8880    2.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9625   -3.6109    4.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8138   -1.4234    3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569   -2.8447    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5962   -2.5586   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9491   -2.4719   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -1.7335   -2.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301    1.0043   -2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    1.9116   -3.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697    2.7526   -4.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    2.3112    0.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068    4.7155    1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1940    2.0638    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9181    0.2477    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209   -1.0601    2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143   -3.4387    2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9286   -4.6384    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948   -5.1243    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9117   -2.9356   -1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8977   -2.7339   -0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2244   -3.4606    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303   -0.9705    1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2408    0.4283    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6702    0.2991    2.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0210   -1.2790    3.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630    1.9838   -1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014    3.7118   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610    5.6644   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    5.2685   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.7797   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1799    1.2985    0.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4532    0.8609   -1.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3785    2.8043   -3.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -0.6488   -3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547    1.1994   -4.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5142   -1.4399   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9881    0.5444    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0885   -1.3989    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1635   -3.4834    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2111   -2.1025    3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1740    0.1718    3.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 23 36  1  0
 36 37  2  0
 19 38  1  0
 38 39  1  0
 39 40  2  0
  9 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 43 45  1  0
 45 46  1  0
  4 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 51  2  1  0
 45  7  1  0
 17 11  1  0
 37 20  1  0
 39 15  1  0
 34 25  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  2 56  1  0
  4 57  1  0
  6 58  1  0
  6 59  1  0
  7 60  1  0
  9 61  1  0
 12 62  1  0
 14 63  1  0
 17 64  1  0
 19 65  1  0
 21 66  1  0
 22 67  1  0
 25 68  1  0
 27 69  1  0
 28 70  1  0
 28 71  1  0
 29 72  1  0
 30 73  1  0
 31 74  1  0
 32 75  1  0
 33 76  1  0
 34 77  1  0
 35 78  1  0
 36 79  1  0
 37 80  1  0
 38 81  1  0
 38 82  1  0
 41 83  1  0
 42 84  1  0
 43 85  1  0
 44 86  1  0
 45 87  1  0
 46 88  1  0
 47 89  1  0
 48 90  1  0
 49 91  1  0
 50 92  1  0
 51 93  1  0
 52 94  1  0
M  END

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Narirutin 4&apos;-O-glucoside                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -1.334 -10.750   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -9.980   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -8.440   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001  -7.670   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001  -6.130   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.335  -5.360   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  -3.820   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -3.050   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.001  -1.510   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -0.740   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.334  -1.510   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.740   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -1.510   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -3.050   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.820   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  -5.360   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -3.050   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -1.510   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -0.740   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -0.740   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -1.510   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  -0.740   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   0.800   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.336   1.570   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.336   3.110   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.669   3.880   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.669   5.420   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003   6.190   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.003   7.730   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.336   6.190   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.336   7.730   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.002   5.420   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668   6.190   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.002   3.880   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.668   3.110   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.668   1.570   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335   0.800   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000  -3.820   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.000  -5.360   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.334  -3.050   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.335  -0.740   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -5.335   0.800   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -6.668  -1.510   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -8.002  -0.740   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -6.668  -3.050   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -8.002  -3.820   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -5.335  -8.440   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -6.668  -7.670   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -5.335  -9.980   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -6.668 -10.750   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -4.001 -10.750   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -4.001 -12.290   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   51                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   47                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   45                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   41                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   40                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   38                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   13                                                       
CONECT   20   18   21   37                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   36                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   23   37                                                       
CONECT   37   36   20                                                       
CONECT   38   14   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   11                                                       
CONECT   41    9   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43    7   46                                                  
CONECT   46   45                                                            
CONECT   47    4   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49    2   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  114    0
END

COMPND    HMDB0037584
HETATM    1  C1  UNL     1      -7.053  -3.426   2.991  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.158  -1.961   2.662  1.00  0.00           C  
HETATM    3  O1  UNL     1      -6.338  -1.528   1.658  1.00  0.00           O  
HETATM    4  C3  UNL     1      -6.751  -1.772   0.374  1.00  0.00           C  
HETATM    5  O2  UNL     1      -5.910  -1.049  -0.474  1.00  0.00           O  
HETATM    6  C4  UNL     1      -5.240  -1.865  -1.365  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.321  -1.038  -2.271  1.00  0.00           C  
HETATM    8  O3  UNL     1      -3.438  -0.399  -1.438  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.211   0.944  -1.741  1.00  0.00           C  
HETATM   10  O4  UNL     1      -2.285   1.424  -0.819  1.00  0.00           O  
HETATM   11  C7  UNL     1      -1.101   2.028  -1.162  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.691   2.227  -2.460  1.00  0.00           C  
HETATM   13  C9  UNL     1       0.537   2.856  -2.724  1.00  0.00           C  
HETATM   14  O5  UNL     1       0.978   3.070  -4.028  1.00  0.00           O  
HETATM   15  C10 UNL     1       1.350   3.283  -1.711  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.968   3.099  -0.401  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.257   2.471  -0.146  1.00  0.00           C  
HETATM   18  O6  UNL     1       1.763   3.517   0.640  1.00  0.00           O  
HETATM   19  C13 UNL     1       3.044   4.051   0.458  1.00  0.00           C  
HETATM   20  C14 UNL     1       4.083   2.985   0.486  1.00  0.00           C  
HETATM   21  C15 UNL     1       4.022   1.998   1.470  1.00  0.00           C  
HETATM   22  C16 UNL     1       4.975   1.024   1.514  1.00  0.00           C  
HETATM   23  C17 UNL     1       5.990   1.010   0.598  1.00  0.00           C  
HETATM   24  O7  UNL     1       6.978   0.072   0.579  1.00  0.00           O  
HETATM   25  C18 UNL     1       7.198  -1.013   1.435  1.00  0.00           C  
HETATM   26  O8  UNL     1       7.209  -2.172   0.660  1.00  0.00           O  
HETATM   27  C19 UNL     1       8.152  -3.099   1.034  1.00  0.00           C  
HETATM   28  C20 UNL     1       7.979  -4.320   0.150  1.00  0.00           C  
HETATM   29  O9  UNL     1       8.170  -3.903  -1.166  1.00  0.00           O  
HETATM   30  C21 UNL     1       9.575  -2.611   0.837  1.00  0.00           C  
HETATM   31  O10 UNL     1      10.494  -3.312   1.596  1.00  0.00           O  
HETATM   32  C22 UNL     1       9.679  -1.146   1.169  1.00  0.00           C  
HETATM   33  O11 UNL     1       9.673  -0.361   0.011  1.00  0.00           O  
HETATM   34  C23 UNL     1       8.548  -0.782   2.092  1.00  0.00           C  
HETATM   35  O12 UNL     1       8.670  -1.525   3.258  1.00  0.00           O  
HETATM   36  C24 UNL     1       6.071   1.988  -0.399  1.00  0.00           C  
HETATM   37  C25 UNL     1       5.087   2.979  -0.428  1.00  0.00           C  
HETATM   38  C26 UNL     1       3.120   4.820  -0.831  1.00  0.00           C  
HETATM   39  C27 UNL     1       2.636   3.958  -1.948  1.00  0.00           C  
HETATM   40  O13 UNL     1       3.211   3.772  -3.022  1.00  0.00           O  
HETATM   41  C28 UNL     1      -4.495   1.743  -1.543  1.00  0.00           C  
HETATM   42  O14 UNL     1      -4.798   1.823  -0.196  1.00  0.00           O  
HETATM   43  C29 UNL     1      -5.573   1.123  -2.364  1.00  0.00           C  
HETATM   44  O15 UNL     1      -6.018   2.048  -3.300  1.00  0.00           O  
HETATM   45  C30 UNL     1      -5.138  -0.097  -3.126  1.00  0.00           C  
HETATM   46  O16 UNL     1      -4.510   0.224  -4.327  1.00  0.00           O  
HETATM   47  C31 UNL     1      -8.144  -1.247   0.155  1.00  0.00           C  
HETATM   48  O17 UNL     1      -8.140   0.130   0.334  1.00  0.00           O  
HETATM   49  C32 UNL     1      -9.100  -1.883   1.121  1.00  0.00           C  
HETATM   50  O18 UNL     1      -9.240  -3.235   0.913  1.00  0.00           O  
HETATM   51  C33 UNL     1      -8.610  -1.557   2.509  1.00  0.00           C  
HETATM   52  O19 UNL     1      -8.752  -0.163   2.662  1.00  0.00           O  
HETATM   53  H1  UNL     1      -7.972  -3.980   2.709  1.00  0.00           H  
HETATM   54  H2  UNL     1      -6.172  -3.888   2.490  1.00  0.00           H  
HETATM   55  H3  UNL     1      -6.962  -3.611   4.103  1.00  0.00           H  
HETATM   56  H4  UNL     1      -6.814  -1.423   3.596  1.00  0.00           H  
HETATM   57  H5  UNL     1      -6.657  -2.845   0.100  1.00  0.00           H  
HETATM   58  H6  UNL     1      -4.596  -2.559  -0.806  1.00  0.00           H  
HETATM   59  H7  UNL     1      -5.949  -2.472  -1.971  1.00  0.00           H  
HETATM   60  H8  UNL     1      -3.795  -1.733  -2.928  1.00  0.00           H  
HETATM   61  H9  UNL     1      -2.930   1.004  -2.797  1.00  0.00           H  
HETATM   62  H10 UNL     1      -1.291   1.912  -3.294  1.00  0.00           H  
HETATM   63  H11 UNL     1       0.370   2.753  -4.777  1.00  0.00           H  
HETATM   64  H12 UNL     1      -0.585   2.311   0.865  1.00  0.00           H  
HETATM   65  H13 UNL     1       3.307   4.715   1.333  1.00  0.00           H  
HETATM   66  H14 UNL     1       3.194   2.064   2.167  1.00  0.00           H  
HETATM   67  H15 UNL     1       4.918   0.248   2.300  1.00  0.00           H  
HETATM   68  H16 UNL     1       6.421  -1.060   2.219  1.00  0.00           H  
HETATM   69  H17 UNL     1       8.014  -3.439   2.102  1.00  0.00           H  
HETATM   70  H18 UNL     1       6.929  -4.638   0.251  1.00  0.00           H  
HETATM   71  H19 UNL     1       8.695  -5.124   0.423  1.00  0.00           H  
HETATM   72  H20 UNL     1       7.912  -2.936  -1.225  1.00  0.00           H  
HETATM   73  H21 UNL     1       9.898  -2.734  -0.228  1.00  0.00           H  
HETATM   74  H22 UNL     1      10.224  -3.461   2.528  1.00  0.00           H  
HETATM   75  H23 UNL     1      10.630  -0.971   1.702  1.00  0.00           H  
HETATM   76  H24 UNL     1      10.241   0.428   0.199  1.00  0.00           H  
HETATM   77  H25 UNL     1       8.670   0.299   2.360  1.00  0.00           H  
HETATM   78  H26 UNL     1       8.021  -1.279   3.962  1.00  0.00           H  
HETATM   79  H27 UNL     1       6.863   1.984  -1.121  1.00  0.00           H  
HETATM   80  H28 UNL     1       5.201   3.712  -1.214  1.00  0.00           H  
HETATM   81  H29 UNL     1       2.361   5.664  -0.690  1.00  0.00           H  
HETATM   82  H30 UNL     1       4.091   5.268  -1.050  1.00  0.00           H  
HETATM   83  H31 UNL     1      -4.234   2.780  -1.873  1.00  0.00           H  
HETATM   84  H32 UNL     1      -4.180   1.298   0.356  1.00  0.00           H  
HETATM   85  H33 UNL     1      -6.453   0.861  -1.717  1.00  0.00           H  
HETATM   86  H34 UNL     1      -5.379   2.804  -3.397  1.00  0.00           H  
HETATM   87  H35 UNL     1      -6.085  -0.649  -3.400  1.00  0.00           H  
HETATM   88  H36 UNL     1      -4.655   1.199  -4.533  1.00  0.00           H  
HETATM   89  H37 UNL     1      -8.514  -1.440  -0.862  1.00  0.00           H  
HETATM   90  H38 UNL     1      -8.988   0.544   0.046  1.00  0.00           H  
HETATM   91  H39 UNL     1     -10.088  -1.399   0.966  1.00  0.00           H  
HETATM   92  H40 UNL     1     -10.163  -3.483   0.654  1.00  0.00           H  
HETATM   93  H41 UNL     1      -9.211  -2.102   3.235  1.00  0.00           H  
HETATM   94  H42 UNL     1      -8.174   0.172   3.367  1.00  0.00           H  
CONECT    1    2   53   54   55
CONECT    2    3   51   56
CONECT    3    4
CONECT    4    5   47   57
CONECT    5    6
CONECT    6    7   58   59
CONECT    7    8   45   60
CONECT    8    9
CONECT    9   10   41   61
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   62
CONECT   13   14   15   15
CONECT   14   63
CONECT   15   16   39
CONECT   16   17   17   18
CONECT   17   64
CONECT   18   19
CONECT   19   20   38   65
CONECT   20   21   21   37
CONECT   21   22   66
CONECT   22   23   23   67
CONECT   23   24   36
CONECT   24   25
CONECT   25   26   34   68
CONECT   26   27
CONECT   27   28   30   69
CONECT   28   29   70   71
CONECT   29   72
CONECT   30   31   32   73
CONECT   31   74
CONECT   32   33   34   75
CONECT   33   76
CONECT   34   35   77
CONECT   35   78
CONECT   36   37   37   79
CONECT   37   80
CONECT   38   39   81   82
CONECT   39   40   40
CONECT   41   42   43   83
CONECT   42   84
CONECT   43   44   45   85
CONECT   44   86
CONECT   45   46   87
CONECT   46   88
CONECT   47   48   49   89
CONECT   48   90
CONECT   49   50   51   91
CONECT   50   92
CONECT   51   52   93
CONECT   52   94
END

HMDB0037584
     RDKit          3D
Narirutin 4'-glucoside
 94 99  0  0  0  0  0  0  0  0999 V2000
   -7.0530   -3.4265    2.9910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1584   -1.9610    2.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3376   -1.5282    1.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7509   -1.7717    0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9102   -1.0490   -0.4736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2402   -1.8645   -1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3209   -1.0376   -2.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4383   -0.3991   -1.4383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2114    0.9437   -1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2853    1.4239   -0.8188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1005    2.0283   -1.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6907    2.2268   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5369    2.8556   -2.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9781    3.0705   -4.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3497    3.2832   -1.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683    3.0987   -0.4013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2565    2.4715   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629    3.5174    0.6396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444    4.0507    0.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0826    2.9846    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0221    1.9983    1.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9751    1.0243    1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9898    1.0099    0.5978 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9784    0.0720    0.5791 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1982   -1.0126    1.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2095   -2.1721    0.6600 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515   -3.0995    1.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9793   -4.3196    0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1696   -3.9033   -1.1664 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5747   -2.6109    0.8370 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4939   -3.3116    1.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6790   -1.1462    1.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6734   -0.3608    0.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5484   -0.7817    2.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6696   -1.5254    3.2583 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0713    1.9882   -0.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0866    2.9788   -0.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1195    4.8199   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361    3.9580   -1.9480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2111    3.7721   -3.0217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4953    1.7434   -1.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    1.8226   -0.1956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5729    1.1234   -2.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0183    2.0480   -3.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1383   -0.0966   -3.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    0.2243   -4.3271 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1436   -1.2469    0.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1405    0.1299    0.3344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0997   -1.8830    1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2402   -3.2355    0.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6097   -1.5575    2.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7523   -0.1626    2.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9719   -3.9803    2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1722   -3.8880    2.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9625   -3.6109    4.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8138   -1.4234    3.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569   -2.8447    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5962   -2.5586   -0.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9491   -2.4719   -1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7946   -1.7335   -2.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9301    1.0043   -2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    1.9116   -3.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697    2.7526   -4.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5846    2.3112    0.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3068    4.7155    1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1940    2.0638    2.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9181    0.2477    2.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4209   -1.0601    2.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0143   -3.4387    2.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9286   -4.6384    0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6948   -5.1243    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9117   -2.9356   -1.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8977   -2.7339   -0.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2244   -3.4606    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6303   -0.9705    1.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2408    0.4283    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6702    0.2991    2.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0210   -1.2790    3.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8630    1.9838   -1.1208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2014    3.7118   -1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3610    5.6644   -0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0906    5.2685   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2340    2.7797   -1.8730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1799    1.2985    0.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4532    0.8609   -1.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3785    2.8043   -3.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849   -0.6488   -3.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6547    1.1994   -4.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5142   -1.4399   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9881    0.5444    0.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0885   -1.3989    0.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1635   -3.4834    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2111   -2.1025    3.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1740    0.1718    3.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 23 36  1  0
 36 37  2  0
 19 38  1  0
 38 39  1  0
 39 40  2  0
  9 41  1  0
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 45 46  1  0
  4 47  1  0
 47 48  1  0
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 17 11  1  0
 37 20  1  0
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 34 25  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
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 52 94  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Naringenin 4'-glucoside 7-rutinoside	HMDB

Chemical Formula

C₃₃H₄₂O₁₉

Average Molecular Weight

742.68

Monoisotopic Molecular Weight

742.232029132

IUPAC Name

5-hydroxy-2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5-hydroxy-2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

17257-22-6

SMILES

CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C33H42O19/c1-11-22(37)25(40)28(43)31(47-11)46-10-20-24(39)27(42)30(45)33(52-20)49-14-6-15(35)21-16(36)8-17(50-18(21)7-14)12-2-4-13(5-3-12)48-32-29(44)26(41)23(38)19(9-34)51-32/h2-7,11,17,19-20,22-35,37-45H,8-10H2,1H3

InChI Key

KQUWJUNIYQVHCG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Phenolic glycoside
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Aryl alkyl ketone
Phenol ether
Aryl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Ether
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037584)
Cytoplasm (HMDB: HMDB0037584)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037584)

Source

Exogenous

Exogenous (HMDB: HMDB0037584)

Food

Food (HMDB: HMDB0037584)

Fruit

Citrus

Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Endogenous

Plant

Plant (HMDB: HMDB0037584)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037584)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	189 - 200 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.04 g/L	ALOGPS
logP	-0.92	ALOGPS
logP	-2.4	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.64	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	304.21 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	166.45 m³·mol⁻¹	ChemAxon
Polarizability	72.86 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	262.019	31661259
DarkChem	[M-H]-	253.007	31661259
DeepCCS	[M+H]+	257.875	30932474
DeepCCS	[M-H]-	256.039	30932474
DeepCCS	[M-2H]-	289.278	30932474
DeepCCS	[M+Na]+	263.502	30932474
AllCCS	[M+H]+	252.0	32859911
AllCCS	[M+H-H2O]+	251.8	32859911
AllCCS	[M+NH4]+	252.2	32859911
AllCCS	[M+Na]+	252.2	32859911
AllCCS	[M-H]-	247.5	32859911
AllCCS	[M+Na-2H]-	251.5	32859911
AllCCS	[M+HCOO]-	255.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Narirutin 4'-glucoside	CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O	5550.6	Standard polar	33892256
Narirutin 4'-glucoside	CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O	5827.1	Standard non polar	33892256
Narirutin 4'-glucoside	CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O	6516.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Narirutin 4'-glucoside GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 10V, Positive-QTOF	splash10-02dr-0250980700-f55e78ea75927a165536	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 20V, Positive-QTOF	splash10-00di-0490730000-12bbf6f4baf1cfafb18b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 40V, Positive-QTOF	splash10-00di-0890310100-35960c75e761ab4cc52c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 10V, Negative-QTOF	splash10-0006-4622660900-9418ef8dad17ab5b8d4f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 20V, Negative-QTOF	splash10-03l1-4942750400-9fdd745f59241e62e042	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 40V, Negative-QTOF	splash10-0459-4493510000-582b88fc33391d45ffd3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 10V, Positive-QTOF	splash10-000l-0000890400-95f46f411e3bfb8bda76	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 20V, Positive-QTOF	splash10-000i-0100920000-d5a4c1041a6396d06c54	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 40V, Positive-QTOF	splash10-0f79-0800900000-e13e9d51567a0da3ad8b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 10V, Negative-QTOF	splash10-0006-0000300900-1dde616d6423c5a1a5e8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 20V, Negative-QTOF	splash10-001l-0100900700-8a7a72ec9fe34b170bed	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Narirutin 4'-glucoside 40V, Negative-QTOF	splash10-0f89-0720900200-924722c091df4bd5acbf	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

215

FooDB ID

FDB016688

KNApSAcK ID

C00008386

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14375140

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Narirutin 4'-glucoside (HMDB0037584)

MOL for HMDB0037584 (Narirutin 4'-glucoside)

3D MOL for HMDB0037584 (Narirutin 4'-glucoside)

3D SDF for HMDB0037584 (Narirutin 4'-glucoside)

3D-SDF for HMDB0037584 (Narirutin 4'-glucoside)

PDB for HMDB0037584 (Narirutin 4'-glucoside)

3D PDB for HMDB0037584 (Narirutin 4'-glucoside)

SMILES for HMDB0037584 (Narirutin 4'-glucoside)

INCHI for HMDB0037584 (Narirutin 4'-glucoside)

Structure for HMDB0037584 (Narirutin 4'-glucoside)

3D Structure for HMDB0037584 (Narirutin 4'-glucoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra